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850149P

Avanti

18:1 PI

Avanti Research - A Croda Brand

Synonym(s):

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoinositol (ammonium salt); DOPI; PI(18:1(9Z)/18:1(9Z)); 110659

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About This Item

Empirical Formula (Hill Notation):
C45H86NO13P
CAS Number:
Molecular Weight:
880.14
UNSPSC Code:
51191904
NACRES:
NA.25

description

1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol) (ammonium salt)

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850149P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850149P-500ug))

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[NH4+]

General description

Inositol phospholipid species are membrane-bound signaling molecules that have been implicated in almost all aspects of cellular physiology, including cellular growth, metabolism, proliferation, and survival.
Phosphatidylinositol (PI) is a phospholipid which accounts for 10% of the lipid in the cells of eukaryotes. 18:1 PI (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol)/ DOPI) is an anionic phospholipid.

Application

18:1 PI (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol)/ DOPI) has been used to prepare lipid mix giant unilamellar vesicles (LM-GUVs).

Biochem/physiol Actions

Phosphatidylinositol (PI) can serve as a precursor for inositol phosphates, that are soluble in water. 18:1 PI (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol)/ DOPI) may serve as a substrate for lysosomal phospholipase A2 (LPLA2) and can promote LPLA2 activity.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850149P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850149P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Inositol Phosphate Metabolism
Cellular and Molecular Mechanisms of Inflammation, 153-174 (1992)
Akira Abe et al.
Journal of lipid research, 50(10), 2027-2035 (2009-03-27)
Lysosomal phospholipase A2 (LPLA2) is characterized by increased activity toward zwitterionic phospholipid liposomes containing negatively charged lipids under acidic conditions. The effect of anionic lipids on LPLA2 activity was investigated. Mouse LPLA2 activity was assayed as C2-ceramide transacylation. Sulfatide incorporated
Betsy B McIntosh et al.
Current biology : CB, 28(2), 236-248 (2018-01-18)
Microtubule and actin filament molecular motors such as kinesin-1 and myosin-Ic (Myo1c) transport and remodel membrane-bound vesicles; however, it is unclear how they coordinate to accomplish these tasks. We introduced kinesin-1- and Myo1c-bound giant unilamellar vesicles (GUVs) into a micropatterned
Michael Margolis et al.
Biochimie, 108, 133-139 (2014-12-03)
Obesity, an established risk factor for breast cancer (BC), is associated with systemic inflammation. The breast contains adipose tissue (bAT), yet whether it plays a role in BC progression in obese females is being intensively studied. There is scarce knowledge
Natalia Rueda-Rincon et al.
Oncotarget, 6(25), 21240-21254 (2015-06-11)
The p53 tumor suppressor is the central component of a complex network of signaling pathways that protect organisms against the propagation of cells carrying oncogenic mutations. Here we report a previously unrecognized role of p53 in membrane phospholipids composition. By

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